Cis-4,5-didehydro-13,14 dihydro-9, dioxy PGF compounds

ABSTRACT

Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for some of the same pharmalogical purposes as the prostaglandins.

The present application is a divisional application of Ser. No. 614,243,filed Sept. 17, 1975, now issued as U.S. Pat. No. 4,033,989 on July 5,1977.

The present invention relates to prostaglandin analogs for which theessential material constituting a disclosure therefor is incorporated byreference here from U.S. Pat. No. 4,033,989, issued July 5, 1977.

I claim:
 1. A prostaglandin analog of the formula ##STR2## wherein m isone to 5, inclusive; WHEREIN M₁ is ##STR3## wherein R₅ and R₆ arehydrogen or methyl, with the proviso that one of R₅ and R₆ is methylonly when the other is hydrogen;Wherein L₁ is ##STR4## or a mixture of##STR5## wherein R₃ and R₄ are hydrogen, methyl, or fluoro, being thesame or different, with the proviso that one of R₃ and R₄ is fluoro onlywhen the other is hydrogen or fluoro; Wherein R₁ is hydrogen, alkyl ofone to 12 carbon atoms, inclusive, cycloalkyl of 3 to 10 carbon atoms,inclusive, aralkyl of 7 to 12 carbon atoms, inclusive, phenyl, phenylsubstituted with one, two, or three chloro or alkyl of one to 3 carbonatoms, inclusive, or a pharmacologically acceptable cation; and Whereing is one, 2, or
 3. 2. A compound according to claim 1, wherein M₁ is##STR6##
 3. A compound according to claim 1, wherein M₁ is ##STR7##
 4. Acompound according to claim 3, wherein m is
 3. 5. A compound accordingto claim 4, wherein g is
 3. 6.2A,2B-Dihomo-cis-4,5-didehydro-13,14-dihydro-9-deoxy-PGF₁, a compoundaccording to claim
 5. 7. A compound according to claim 4, wherein g isone.
 8. A compound according to claim 7, wherein R₅ and R₆ are bothhydrogen.
 9. A compound according to claim 8, wherein R₃ and R₄ are bothhydrogen.
 10. CIS-4,5-Didehydro-13,14-dihydro-9-deoxy-PGF₁, a compoundaccording to claim
 9. 11. A compound according to claim 8, wherein R₃and R₄ are both fluoro. 12.16,16-Difluoro-cis-4,5-didehydro-13,14-dihydro-9-deoxy-PGF₁, a compoundaccording to claim 11.